Udp galactosamine

Base Information

• Chemical Name: Udp galactosamine
• CAS No.: 17479-06-0
• Molecular Formula: C15H25 N3 O16 P2
• Molecular Weight: 565.322
• DSSTox Substance ID: DTXSID901316536
• Nikkaji Number: J482.225K
• Wikidata: Q27102108
• Metabolomics Workbench ID: 68257
• ChEMBL ID: CHEMBL2092918
• Mol file: 17479-06-0.mol

Synonyms:UDP galactosamine;uridine 5'-diphosphogalactosamine;uridine diphosphate galactosamine

Chemical Property of Udp galactosamine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 322.40000
• Density: 1.93g/cm³
• LogP: -4.12700
• XLogP3: -9.2
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 9
• Exact Mass: 565.07100571
• Heavy Atom Count: 36
• Complexity: 967

Purity/Quality:

99% ^*data from raw suppliers

UDP-D-galactosamine disodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)O)N)O)O
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)N)O)O

Technology Process of Udp galactosamine

There total 39 articles about Udp galactosamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

uridine 5'-diphospho-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside (212137-54-7) → uridine 5'-(2-amino-2-deoxy-α-D-glucopyranosyl)-diphosphate (1109-79-1,15595-27-4,17479-04-8,17479-06-0,19014-01-8,26234-91-3,55660-11-2)

Guidance literature:

With water; potassium carbonate; In methanol; at 20 ℃; pH=9.5;

DOI:10.1039/c1cc14034e

Reference yield: 74.0%

uridine 5'-diphospho-2-azido-2-deoxy-α-D-glucopyranoside (537039-66-0) → uridine 5'-(2-amino-2-deoxy-α-D-glucopyranosyl)-diphosphate (1109-79-1,15595-27-4,17479-04-8,17479-06-0,19014-01-8,26234-91-3,55660-11-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In water; at 20 ℃; for 0.75h; under 760.051 Torr;

Reference yield: 12.0%

UDP-glucose (133-89-1) + 2-amino-2-deoxy-α-D-galactopyranosyl 1-phosphate (2152-75-2,19889-76-0,22916-34-3,35946-79-3,26401-96-7) → uridine 5'-(2-amino-2-deoxy-α-D-galactopyranosyl diphosphate) (17479-06-0)

Guidance literature:

With galactose-1-phosphate uridyl transferase; 2-hydroxyethanethiol; In water; at 30 ℃; for 72h; pH=8.7; Enzymatic reaction;

DOI:10.1016/S0008-6215(02)00183-0

upstream raw materials:

2-amino-2-deoxy-D-glucopyranose-1-(dihydrogen phosphate)

UTP

uridine 5'-diphospho-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

2-trifluoroacetamido-2-deoxy-α,β-D-glucopyranose

Downstream raw materials:

uridine 5'-diphospho-N-acetylglucosamine

uridine 5'-diphospho-2-phenylacetamido-2-deoxy-α-D-glucopyranoside

C₆₄H₅₆Cl₂N₈O₂₂

uridine-5'-diphospho-N-acetyl-D-galactosamine

Refernces

• 1、 Van Geel, Remon,Wijdeven, Marloes A.,Heesbeen, Ryan,Verkade, Jorge M. M.,Wasiel, Anna A.,Van Berkel, Sander S.,Van Delft, Floris L.. "Chemoenzymatic Conjugation of Toxic Payloads to the Globally Conserved N-Glycan of Native mAbs Provides Homogeneous and Highly Efficacious Antibody-Drug Conjugates". . p. 2233 - 2242. Retrieved 2015.
• 2、 Wen, Liuqing,Gadi, Madhusudhan Reddy,Zheng, Yuan,Gibbons, Christopher,Kondengaden, Shukkoor Muhammed,Zhang, Jiabin,Wang, Peng George. "Chemoenzymatic Synthesis of Unnatural Nucleotide Sugars for Enzymatic Bioorthogonal Labeling". . p. 7659 - 7666. Retrieved 2018/07/21.
• 3、 -. "PROCESS FOR THE CYCLOADDITION OF A HETERO(ARYL) 1,3-DIPOLE COMPOUND WITH A (HETERO)CYCLOALKYNE". . . Retrieved 2017/01/26.